Refine Search
Sort by
$359,000
6 Beds 2 Baths 12738504 MLS ACTIVE Status
Welcome to this beautifully recently remodeled, all-brick 2-flat offering an excellent opportunity for investors or owner-occupants! Both units feature 3 bedrooms and 1 bathroom, with generously sized living rooms, formal dining areas, hardwood flooring, and contemporary kitchens featuring European-style cabinetry, quartz countertops, full glass-tile backsplashes, and newer appliances. The updated bathrooms feature stylish finishes, including floor-to-ceiling tile, a rain shower, a newer vanity, and elegant fixtures. Each unit also offers in-unit washer/dryer and central heat/air. Enjoy a deck overlooking the fully fenced backyard and paved patio, providing great outdoor space for relaxing or entertaining. Outdoor parking spaces. Ideally located just off Ashland Avenue, close to shops, restaurants, parks, CTA Bus #9/#47, downtown, Chinatown, lakefront and more. Whether you're looking to add an income-producing property to your portfolio or live in one unit while generating rental income from the other, this property offers modern updates, spacious living areas, and excellent investment potential. Sold AS IS.

4505 S Justine Street, Chicago

$540,000
8 Beds 3 Baths 12746907 MLS ACTIVE Status
Beautiful Fully Rehabbed 2-Flat with Coach House - Exceptional Investment or Owner-Occupant Opportunity! Welcome to this beautifully renovated 2-flat with a separate coach house, offering an incredible opportunity for investors or owner-occupants looking to live in one unit while generating rental income from the others. The main building features two spacious units, each offering 3 bedrooms and 1 full bathroom. The basement is framed out and ready to be finished and a possible 4th unit if the buyer chooses to. The coach house features 2 bedrooms and 1 full bathroom, providing additional living space and excellent income potential. This property has been thoughtfully rehabbed from top to bottom with modern finishes and major improvements throughout. Updates include new electrical, plumbing, HVAC systems, fixtures, beautifully updated kitchens and bathrooms, and much more. The renovations provide the comfort and style of modern living while making this property truly move-in ready. Conveniently located approximately 5-7 minutes from I-94, with easy access to the CTA Red Line, bus transportation, shopping, dining, and everyday conveniences, making commuting throughout the city a breeze. Whether you're looking to expand your investment portfolio, generate multiple streams of rental income, or live in one unit while the others help with your housing expenses, this property offers outstanding versatility and potential. A rare opportunity and an absolute MUST-SEE for any serious investor or owner-occupant! CENTRAL AIR WILL ONLY BE INSTALLED IN THE MAIN BUILDING! APPLIANCES WILL BE INSTALLED AT CLOSING!!! QUALIFIES FOR THE COOK COUNTY LAND BANK GRANT FOR UP TO 20K

5419 S Aberdeen Street, Chicago

$290,000
6 Beds 2 Baths 12677506 MLS CLOSED Status
Welcome to this 2-flat in the heart of Chicago's growing Back of the Yards neighborhood! Whether you're an owner-occupant or an investor seeking strong rental potential, this versatile property checks all the boxes. The first-floor unit features 3 bedrooms, a bright living room, formal dining room, full bathroom, kitchen, and central heating. The expansive second-floor unit is duplexed to the attic, offering a unique and flexible layout with a living room, formal dining room, kitchen, laundry room, full bathroom, 2 bedrooms on the main level, plus an additional bedroom in the upper level. This unit also features central heat and central air conditioning for year-round comfort. Outside, enjoy a detached 2-car garage and outdoor space perfect for entertaining, gardening, or relaxing. Conveniently located near parks, schools, shopping, restaurants, public transportation, and major expressways, making commuting throughout the city a breeze. Situated in a neighborhood experiencing continued growth and investment, this property offers the perfect combination of space, functionality, and long-term value. Don't miss this opportunity to own a multi-unit property with excellent income potential and room to grow!

4548 S Justine Street, Chicago

$290,000
5 Beds 3 Baths 12664470 MLS CLOSED Status
A well-maintained and versatile two-flat offering an incredible opportunity for both investors and owner-occupants. This spacious property features a total of 5 bedrooms and 3 full bathrooms, providing flexibility for rental income, multigenerational living, or owner occupancy. The first-floor unit offers 2 generously sized bedrooms, 1 full bathroom, a large primary suite, and spacious living areas designed for comfortable everyday living. The second-floor unit features 2 bedrooms plus an additional bonus room that can easily serve as a third bedroom, home office, nursery, or flex space. It also boasts a large primary suite and oversized rooms throughout. The finished basement expands the home's functionality with a full bathroom, dedicated laundry room, and additional finished living space ideal for recreation, storage, a home gym, or extended family use. Conveniently located with easy access to Interstate 90/94 (Dan Ryan Expressway) and Interstate 55, commuting throughout Chicago and the surrounding suburbs is quick and convenient. The property is just minutes from neighborhood grocery stores, shopping centers, restaurants, parks, schools, public transportation, and everyday essentials. Nearby amenities include Sherman Park, the Englewood shopping corridor, and convenient access to the CTA Red Line and Green Line, making travel throughout the city simple. Whether you're an investor looking to expand your portfolio or an owner-occupant seeking the opportunity to live in one unit while generating rental income from the other, this property offers exceptional versatility, generous living space, and outstanding value. Don't miss your chance to own this income-producing two-flat in a convenient South Side location. Sold AS-IS. Schedule your private showing!

5431 S Hermitage Avenue, Chicago

$308,000
5 Beds 2 Baths 12666305 MLS CLOSED Status
Spacious and updated 2-flat in the Back of the Yards neighborhood with excellent owner-occupant or investment potential! The first-floor unit features 2 bedrooms, 1 bathroom, separate living and dining rooms, and a spacious kitchen. It was updated in 2022 and it's currently tenant occupied by a responsible tenant who has maintained a strong rental history. The second-floor unit offers 3 bedrooms, 1 bathroom, separate living and dining rooms, and refreshed finishes throughout. It was updated this year. Full unfinished basement provides abundant storage space. New roof in Oct. 2024, 2 water heaters (2016 & 2021) and two newer Goodman furnaces (2022). The two units have their own separate 100 amp electrical boxes and gas meters. Large fenced backyard with iron gate provides plenty of parking spaces and it's great for entertainment. Conveniently located near Ashland, Orange Line trains, #Ashland and #47th bus routes, and minutes from I-94 Expressway.

4716 S Loomis Boulevard, Chicago

$139,900
8 Beds 3 Baths 12653552 MLS PRICE CHANGE Status
Great investment opportunity in the New City / Back of the Yards area! This legal 3-flat offers strong potential for investors looking to add value and generate future income. The 2nd and 3rd floor units are in livable condition, while the 1st floor unit is ready for a full renovation, providing an excellent opportunity to customize and increase equity. The property features a 2-car detached garage, separate utilities with tenants paying their own gas and electric, and spacious unit layouts. Conveniently located with a grammar school directly across the street, along with nearby parks, transportation, and local amenities. Property is being sold as-is and cash only. A great opportunity for investors, rehabbers, or buyers looking for their next income-producing project!

5338 S Wood Street, Chicago

$284,000
7 Beds 3 Baths 12641304 MLS CLOSED Status
Large 2-flat offering flexible living space and strong owner occupant or investment potential. The first floor features 3 bedrooms, spacious living and dining areas, an eat in kitchen with pantry, and a partially remodeled bathroom. The second floor also offers 3 bedrooms, additional living space, another partially remodeled bathroom, and a kitchen pantry. Both units also include rear mudrooms offering additional storage or flexible utility space. The finished non conforming attic was completed approximately 4 years ago with new electrical, plumbing, drywall, and a full bathroom, and includes vaulted ceilings, a bedroom, living area, dining space, and kitchenette creating excellent extra space for extended living, guest space, or work from home needs. Outside, enjoy a private fenced patio, separate laundry/storage room behind the home currently used for storage, and covered parking for up to 3 cars. Additional improvements include partial foundation work at the rear of the property and added cement around the perimeter of the home.

4946 S Hoyne Avenue, Chicago

$250,000
6 Beds 2 Baths 12581608 MLS CLOSED Status
Exceptional Investment Opportunity! Welcome to 5419 S Hermitage Avenue - a solid, income-generating two-flat with tremendous upside potential. Built in 1918 and brimming with classic Chicago character, this approximately 3,000 sq. ft. multi-family property sits on a 3,750 sq. ft. lot and delivers both immediate cash flow and long-term value. The main structure features two well-appointed residential units, each offering 3 bedrooms and 1 bathroom. A third unfinished unit presents a rare value-add opportunity: bring your vision and unlock additional rental revenue or create a private owner's suite below grade. Area residents enjoy a commuter-friendly lifestyle with the Orange Line just 5 minutes away and easy access to Ashland and Halsted corridors for north-south travel throughout the city. The flat terrain and dedicated bike lanes make cycling a breeze, while multiple shopping centers, parks - including Gage Park, Ogden Park, and McKinley Park - and restaurants are all within easy reach. Lake Michigan is just 5 miles away, and Chicago Midway International Airport is a quick 4.7-mile drive. Rear parking with private driveway Proven rental market in a neighborhood on the rise Minutes to public transit, major expressways, and the University of Chicago Whether you're a first-time investor, a seasoned landlord, or a savvy house-hacker, 5419 S Hermitage Ave offers the flexibility, space, and upside to make it work for you.

5419 S Hermitage Avenue, Chicago

$345,000
9 Beds 3 Baths 12528427 MLS CLOSED Status
Fantastic opportunity to own a solid 3-flat with spacious 3 bed, 1 bath units on each level! Whether you're an investor or an owner-occupant, this property offers great flexibility-live in one unit and rent the others, or rent all three. All units feature generous layouts and have been maintained with key updates, including a new roof (2022) and new heater for the 1st floor. Copper plumbing throughout. The 1st floor is vacant and move-in ready, while the 2nd and 3rd floor units are currently rented month-to-month, offering upside potential-current rents are below market value. Conveniently located near schools, parks, and public transportation-just a short drive to Guaranteed Rate Field and downtown Chicago. Don't miss this cash-flowing asset with long-term growth potential!

4446 S Wood Street, Chicago

$469,000
6 Beds 4 Baths 12517698 MLS CLOSED Status
Beautifully updated and well-maintained, this frame 3-flat is a great opportunity for both investors and owner-occupants. The first and second floors each offer 2 bedrooms and 1 bathroom, while the spacious third floor features 3 bedrooms, 1 bathroom, and a large family room-perfect for additional living space or entertaining. All units have been updated with modern kitchens that include granite countertops and stainless steel appliances, providing a contemporary feel throughout. This property is move-in ready with major improvements already completed, including a new roof, separate utilities for each unit, and a 3-year-new garage. The exterior is equally impressive with a brand-new fence, deck, and concrete, as well as a custom firepit with built-in bench seating-ideal for gatherings and relaxing outdoors. Located within walking distance to Sherman Park, the public library, public transportation, and local shops, this property also offers easy access to the I-90 Expressway, making commuting a breeze. All rental income figures are projected, offering strong potential for positive cash flow. Don't miss this opportunity to own a fully updated, income-generating property in a prime location.

5125 S Elizabeth Street, Chicago

$385,000
6 Beds 2 Baths 12428273 MLS CLOSED Status
This stunning, fully rehabbed two-flat on a spacious corner lot in Back of the Yards is perfect for anyone looking to live in style while generating rental income. Each spacious 3 bed/1 bath unit features modern finishes, including quartz kitchen countertops, luxury vinyl flooring, and beautifully updated bathrooms. Everything's been done-new roof, windows, electrical, plumbing, and garage siding-making this a true turnkey opportunity. The full basement offers potential to add a third unit for extra cash flow, while the fenced backyard and two-car garage w/ Driveway parking add comfort and convenience. Located close to shopping, dining, and public transit, with just a quick drive to downtown Chicago, this is city living with room to grow. Seller is open to possibly negotiating a seller credit depending on the offer.

5359 S Marshfield Avenue, Chicago

$475,000
10 Beds 3 Baths 12394776 MLS CLOSED Status
This stunning Greystone 2-flat has been completely gut rehabbed and transformed into a modern, move-in-ready residence offering exceptional flexibility and space across three finished levels. Boasting a total of 10 bedrooms plus an office, 3 bathrooms, and 3 spacious living areas, this property is perfect for multi-generational living or savvy investors looking for a turnkey property. Each unit features an open-concept living/dining/kitchen layout with all-new Frigidaire appliances, sleek waterfall countertops, exposed brick, tall ceilings, and expansive windows that fill the home with natural light. The bathrooms showcase contemporary tilework, and updates include new HVAC, plumbing, electric, insulation, and roof maintenance. The lower level offers a separate living space with kitchen, bathroom, 3 bedrooms and a dedicated office. Outside, enjoy a nicely maintained lawn in the backyard along with a parking pad ready for garage installation. Ideally located near 57-acre Sherman Park with several amenities including a fitness center, swimming pool, playgrounds, basketball and tennis courts, baseball/softball diamonds, soccer and football fields. Convenient access to the expressway, train, and bus lines, this home blends timeless character with modern finishes.

5427 S Carpenter Street, Chicago

$315,125
7 Beds 2 Baths 12366088 MLS CLOSED Status
** MULTIPLE OFFERS RECEIVED. HIGHEST & BEST DUE FRIDAY 5/23/25 @ 12PM ** Turnkey 2-Unit with Modern Updates and Huge Upside! Welcome to 5417 S Damen Ave - a beautifully updated and move-in-ready 2-flat with serious income potential and unfinished space waiting to be unlocked! Both units have been thoughtfully refreshed: Unit #1 - 3 bedrooms, 1 bath, freshly painted in 2025, Unit #2 - 4 bedrooms, 1 bath - fresh paint + new stove & fridge (2024). Recent Improvements Include: Brand-new tear-off roof (2024) New rear concrete slab (2025) Furnace + Water Heater (both replaced in 2022) Many windows replaced (2022) One-car garage + extra storage. Gated front yard for added security. Opportunity Awaits: The spacious, unfinished attic is loaded with potential - duplex it with Unit #2 or explore options for adding a third unit (buyer to verify zoning/use). Either way, there's potential for added equity on the table. Great location near public transit, parks, and local amenities. Easy to rent, easy to live in, and even easier to fall in love with. Perfect for: House hackers wanting to live in one unit & rent the other. Investors looking for solid cash flow + long-term appreciation. Value-add buyers ready to capitalize on attic potential. This one has all the big-ticket updates DONE - just move in, rent out, or build more value. Don't wait. Book your showing now before this South Side gem is gone!

5417 S Damen Avenue, Chicago

$235,000
7 Beds 3 Baths 12303044 MLS CLOSED Status
Discover the perfect opportunity to own a solid 2-flat in the heart of Chicago's Back of the Yards neighborhood! This spacious property features two 3-bedroom, 1-bath units, each offering 1,012 sq. ft. of living space. Situated on a 24x124 lot, the building includes a partially finished basement with an additional bedroom and bathroom, along with a utility room and laundry room and a full unfinished attic - offering incredible potential for additional living space or future expansion. 2-car garage for convenient and secure parking. Solid structure, livable condition - Some updates needed but ready for occupancy. Located near public transportation, shopping, and schools, this property offers excellent potential for long-term rental income or owner-occupancy. Whether you're an investor looking to maximize returns or a homebuyer seeking rental income to supplement your mortgage, this 2-flat is a fantastic find! As-Is sale.

5037 S Seeley Avenue, Chicago

$160,000
6 Beds 4 Baths 12298935 MLS CLOSED Status
Charming Frame Two-Flat in Back of the Yards Welcome to this spacious and versatile frame two-flat, offering four levels of livable space in a sought-after location! The first and second floors each feature 3 bedrooms, living and dining rooms, and abundant natural light - ideal for family living or rental income. The finished attic provides a 1-bedroom apartment, while the finished basement offers another 1-bedroom apartment - both perfect for extended family or additional rental opportunities. The seller makes no representation regarding the legality of the attic and basement units. Nestled directly across from Cornell Square Park, enjoy picturesque park views, outdoor recreation, and proximity to public transportation. Plus, you're just minutes from downtown Chicago, making commuting a breeze. Don't miss this exceptional investment opportunity in the vibrant Back of the Yards neighborhood! Contact us today to schedule your private tour!

1815 W 51St Street, Chicago

$390,000
6 Beds 2 Baths 12187861 MLS CLOSED Status
TURN KEY 2024 Gut Rehab! This all brick 2 flat is ready for you to move-in. Featuring all NEW upgrades including: new roof, new windows, new HVAC, Electrical, Plumbing, and more! Both units are 3 beds 1 bath and get tons of natural light. Newly installed waterproof LVP flooring throughout. The kitchen offers plenty of cabinet + cooking space with gorgeous white quartz countertops and white shaker cabinets. Enjoy the convenience of LARGE in-unit laundry rooms in both units! Freshly poured concrete 2 car parking pad and new sidewalk front to back. Unfinished basement ready for your ideas, along with newer wood porch at rear. LOW TAXES! Located on a quiet tree-lined residential block. Don't miss out, schedule your showings now!

5247 S Sangamon Street, Chicago

$265,000
5 Beds 2 Baths 12176764 MLS CLOSED Status
Don't miss this great income or investment opportunity with this updated 2 flat! Unit 1 features a spacious floor plan with a living room, large eat-in kitchen, 3 bedrooms and a full bath. Unit 2 features beautiful hardwood floors throughout the living room and bedrooms and also has a large eat-in kitchen, 2 bedrooms and an updated full bath. Live in one and rent the other or rent out both for a great investment opportunity! Both units have their own front patio and the front yard is gated. The backyard is large and has space for gardening or entertaining plus a parking pad in the back for 2+ cars. Unit 1 is currently tenant occupied. Close to public transit, major highways, groceries and more. Schedule your tour today!

2146 W 50Th Place, Chicago

$215,000
6 Beds 2 Baths 12180191 MLS CLOSED Status
Welcome to this charming two-flat building in the heart of Chicago's New City neighborhood. Each unit features 3 spacious bedrooms, perfect for comfortable living. The property includes a full basement with laundry facilities, providing convenience for both units. Separate utilities for each unit ensure ease of management. This location offers numerous benefits, including proximity to Sherman Park, which provides green spaces, playgrounds, and recreational facilities. Public transportation is easily accessible with nearby bus routes and the Ashland Orange Line station. You'll also find a variety of local shops, restaurants, and amenities along Ashland Ave and 55th St. Additionally, the property is situated within the Chicago Public Schools district, with several schools nearby. Great opportunity to have your tenants help cover your mortgage (and more!) while this neighborhood continues to gain value. Seller welcomes buyer brokers.

5415 S Hoyne Avenue, Chicago



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.